p-Toluidine → 2-Pyridinamine, N-(4-methylphenyl)-

HRID 739273Notes

Reaction equation

HRID 739273 reaction equation
Cc1ccc(N)cc1.Ic1ccccn1>CN1CCCN2CCCN=C12.COc1ccc(OC)c([P](C23CC4CC(CC(C4)C2)C3)(C23CC4CC(CC(C4)C2)C3)->[Pd]2(<-[NH2]c3ccccc3-c3cccc[c]32)[O]S(=O)(=O)C(F)(F)F)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.CS(C)=O.c1ccc2nocc2c1>Cc1ccc(Nc2ccccn2)cc1

Participants

7

Reactant 2

HCID 7813p-ToluidineHCID 2211262-Iodopyridine

Product 1

HCID 27864192-Pyridinamine, N-(4-methylphenyl)-Yield 79.017%

Reagents, catalysts & solvents 4

HCID 67498AnthranilReagentHCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-eneReagentHCID 178492609HCID 178492609, compoundCatalystHCID 679Dimethyl SulfoxideSolvent5×

Conditions

Temperature
60 °C

Procedure

These solutions were added to a 384- well source plate (80 µL per well). The Mosquito HTS liquid handling robot was used to dose each of these solutions (200 nL each) into a 1536-well plate.

Workup

  1. additionNo procedure recorded

Sources & evidence

ORD record
ord-632608da0cfb434688e2b497a3248f28
Source dataset
Ahneman

Reaction notes

Loading…